Stereoselective Approaches to the Total Synthesis of (6R,4′S,6′R)-Cryptofolione

被引：14

作者：

Sabitha, Gowravaram ^{[1
]}

Reddy, S. Siva Sankara ^{[1
]}

Reddy, D. Vasudeva ^{[1
]}

Bhaskar, Vangala ^{[1
]}

Yadav, Jhillu S. ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, India

来源：

SYNTHESIS-STUTTGART | 2010年 / 20期

关键词：

lactones; total synthesis; heterocycles; cyclizations; cryptofolione; ASYMMETRIC-SYNTHESIS; EFFICIENT SYNTHESIS; CROSS-METATHESIS; RING; PRINS; (R)-(+)-GONIOTHALAMIN; (+)-STRICTIFOLIONE; (R)-ARGENTILACTONE; CRYPTOFOLIONE; PHEROMONES;

D O I：

10.1055/s-0030-1258215

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Total syntheses of cryptofolione were accomplished by two different routes via a common intermediate that underwent a cross-metathesis (CM) reaction with a vinyl lactone. The intermediate was prepared by coupling of an acyl anion equivalent with a chiral allyl epoxide synthon, or by Prins cyclization of a trans-cinnamaldehyde with a chiral homoallylic alcohol. Goniothalamin was obtained as a cross-metathesis product of the diacetate and vinyl lactone.

引用

页码：3453 / 3460

页数：8

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